JPH0774129B2 - Stabilized pesticide solid formulation - Google Patents
Stabilized pesticide solid formulationInfo
- Publication number
- JPH0774129B2 JPH0774129B2 JP61167307A JP16730786A JPH0774129B2 JP H0774129 B2 JPH0774129 B2 JP H0774129B2 JP 61167307 A JP61167307 A JP 61167307A JP 16730786 A JP16730786 A JP 16730786A JP H0774129 B2 JPH0774129 B2 JP H0774129B2
- Authority
- JP
- Japan
- Prior art keywords
- oil
- active ingredient
- solid
- parts
- pesticide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、スルホニルウレア系除草活性成分の分解を抑
制し、安定化させた農薬固型製剤に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a solid agricultural chemical formulation in which the decomposition of a sulfonylurea herbicidal active ingredient is suppressed and stabilized.
近年、スルホニルウレア系除草活性成分が、除草剤の有
効成分として極めて少量で高活性を有することが見出さ
れたものであり、この活性成分自体は、殆ど分解せず安
定であるが、しかし通常の農薬固型製剤、例えば粉剤、
水和剤、粒剤等に製剤化した場合にはその製剤の保存中
に、活性成分の分解が著しく促進され、そのためその分
解を抑制し安定化させる技術が要望されている。Recently, a sulfonylurea herbicidal active ingredient was found to have high activity as an active ingredient of a herbicide in an extremely small amount, and the active ingredient itself is stable with almost no decomposition, but is Solid pesticide formulations, such as powders,
In the case of formulating into a wettable powder, granules, etc., decomposition of the active ingredient is remarkably promoted during storage of the preparation, and therefore a technique for suppressing and stabilizing the decomposition is demanded.
従来、スルホニルウレア系除草活性成分の分解を抑制
し、安定化させる方法としては、例えば、特開昭59−20
5305号公報および特開昭61−56171号公報に記載された
方法が知られている。Conventionally, as a method for suppressing and stabilizing the decomposition of sulfonylurea herbicidal active ingredients, for example, JP-A-59-20
The methods described in JP-A-5305 and JP-A-61-56171 are known.
前者の方法は活性成分をβ−シクロデキストリンとの複
合体にして安定化させる方法であるが、しかし高価なβ
−シクロデキストリンを使用するためにコスト高となる
欠点を有する。The former method is a method of stabilizing the active ingredient in a complex with β-cyclodextrin, but the expensive β
It has the drawback of being costly due to the use of cyclodextrins.
一方、後者の方法は、活性成分を、カルボン酸塩もしく
は無機酸塩の形態にして安定化させる方法であるが、こ
の技術は水性製剤に関するものであり、固型製剤につい
ては全く開示されていない。On the other hand, the latter method is a method of stabilizing an active ingredient in the form of a carboxylate salt or an inorganic acid salt, but this technique relates to an aqueous preparation and does not disclose a solid preparation at all. .
本発明は、スルホニルウレア系除草活性成分と植物油も
しくは高沸点溶剤より選ばれた物質(以下、添加物とい
う。)と鉱物質担体とを均一に混合してなる安定化させ
た農薬固型製剤に関するものである。すなわち、本発明
は、農薬固型製剤に特定の添加物を含有せしめることに
よって、スルホニルウレア系除草活性成分の保存中にお
ける分解を著しく抑制し、安定化させた農薬固型製剤に
関するものである。The present invention relates to a stabilized agricultural chemical solid preparation obtained by uniformly mixing a sulfonylurea herbicidal active ingredient, a vegetable oil or a substance selected from a high boiling point solvent (hereinafter referred to as an additive) and a mineral substance carrier. Is. That is, the present invention relates to a pesticidal solid preparation in which a sulfonylurea herbicidal active ingredient is significantly suppressed from being decomposed and stabilized by containing a specific additive in the pesticide solid preparation.
本発明において、鉱物質担体は特に限定されるものでは
ないが、例えばクレー、タルク、ベントナイト、珪藻
土、炭酸カルシウム、ホワイトカーボンなどの通常の固
体担体が挙げられる。In the present invention, the mineral carrier is not particularly limited, and examples thereof include ordinary solid carriers such as clay, talc, bentonite, diatomaceous earth, calcium carbonate, and white carbon.
植物油としては、特に限定されるものではないが例えば
オリーブ油、アマニ油、綿実油、大豆油、コーン油など
が挙げられる。The vegetable oil is not particularly limited, but examples thereof include olive oil, linseed oil, cottonseed oil, soybean oil, corn oil and the like.
高沸点溶剤は、沸点が150℃以上の溶剤であり、特に芳
香族炭化水素の1種または2種以上の混合物で沸点が15
0〜350℃のものが好ましい。The high boiling point solvent is a solvent having a boiling point of 150 ° C. or higher, and in particular, one or a mixture of two or more aromatic hydrocarbons having a boiling point of 15 ° C.
It is preferably 0 to 350 ° C.
本発明における添加物は、上記の植物油もしくは高沸点
溶剤より選ばれた物質であり植物油と高沸点溶剤との混
合物でもよい。The additive in the present invention is a substance selected from the above vegetable oils or high boiling point solvents, and may be a mixture of vegetable oils and high boiling point solvents.
スルホニルウレア系除草活性成分としては、特に限定さ
れるものではないが例えば次式: Q−SO2NHCONH−R (式中、Qは、各種の置換基で置換されていてもよいフ
ェニル基、ベンジル基もしくは複素環基を示し、Rは、
各種の置換基で置換されていてもよいピリミジル基もし
くはトリアジル基を示す。)で表される誘導体が挙げら
れ、具体的には例えばN−〔(4,6−ジメトキシピリミ
ジン−2−イル)アミノカルボニル〕−4−エトキシカ
ルボニル−1−メチルピラゾール−5−スルホンアミド
(以下、化合物Aと略称する。)、メチル−2−
〔〔〔〔〔(4,6−ジメトキシピリミジン−2−イル)
アミノ〕カルボニル〕アミノ〕スルホニル〕メチル〕ベ
ンゾエート(以下、化合物Bと略称する。)などが挙げ
られる。The sulfonylurea herbicidal active ingredient is not particularly limited, but is, for example, the following formula: Q-SO 2 NHCONH-R (In the formula, Q is a phenyl group which may be substituted with various substituents, a benzyl group. Alternatively, it represents a heterocyclic group, and R is
It represents a pyrimidyl group or a triazyl group which may be substituted with various substituents. ), Specifically, for example, N-[(4,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -4-ethoxycarbonyl-1-methylpyrazole-5-sulfonamide (hereinafter , Compound A)), methyl-2-
[[[[[(4,6-dimethoxypyrimidin-2-yl)
Amino] carbonyl] amino] sulfonyl] methyl] benzoate (hereinafter abbreviated as compound B) and the like.
本発明の農薬固型製剤において、除草活性成分および添
加物の含有量は、本発明の農薬固型製剤100重量部に対
して、除草活性成分が0.01〜30重量部および添加物が0.
01〜10重量部の範囲で含有されているのが望ましい。 In the agricultural chemical solid preparation of the present invention, the content of the herbicidal active ingredient and the additive is 0.01 to 30 parts by weight of the herbicidal active ingredient and 0.
It is preferably contained in the range of 01 to 10 parts by weight.
なお本発明の農薬固型製剤中には、通常使用される界面
活性剤、その他の補助剤を含有していてもよい。The pesticide solid preparation of the present invention may contain a commonly used surfactant and other auxiliary agents.
本発明の農薬固型製剤は、粒剤、水和剤、粉剤などの固
型製剤の通常の製造法によって容易に製造できるが、ス
ルホニルウレア系除草活性成分と、植物油もしくは高沸
点溶剤と、鉱物質担体とを均一に混合されることが必要
である。但し、この混合の際、必要に応じてその他の補
助剤の一部または全部を一緒に混合することも可能であ
る。The pesticide solid preparation of the present invention can be easily produced by a usual production method for solid preparations such as granules, wettable powders, powders, etc., but is a sulfonylurea herbicidal active ingredient, a vegetable oil or a high boiling solvent, and a mineral substance. It is necessary that the carrier be mixed uniformly. However, at the time of this mixing, it is possible to mix some or all of the other auxiliary agents together, if necessary.
次に本発明の実施例および試験例を具体的に挙げて説明
する。但し本発明はこれらの実施例および試験例のみに
限定されるものではない。Next, specific examples and test examples of the present invention will be described. However, the present invention is not limited to these examples and test examples.
以下の部は、すべて重量部を意味する。All parts below refer to parts by weight.
実施例1 粉剤 微粉砕した化合物Aを0.07部、大豆油3部およびクレー
96.93部を均一に混合し、粉砕して本発明の粉剤を得
た。Example 1 Dust 0.07 parts of finely ground compound A, 3 parts of soybean oil and clay
96.93 parts were uniformly mixed and pulverized to obtain the powder agent of the present invention.
実施例2 水和剤 化合物Aを10部、ハイゾールSAS−296(日本石油株式会
社の商品名でキシレンから合成される高沸点の溶剤。29
0℃〜305℃の沸点範囲を有する。)を2部、アルキルベ
ンゼンスルホン酸ソーダを1部、リグニンスルホネート
を5部および珪藻土82部を均一に混合して後、エアーミ
ルで粉砕して本発明の水和剤を得た。Example 2 Wettable powder 10 parts of Compound A, Hisol SAS-296 (a high boiling solvent synthesized from xylene under the trade name of Nippon Oil Co., Ltd. 29
It has a boiling point range of 0 ° C to 305 ° C. 2), 1 part of sodium alkylbenzenesulfonate, 5 parts of lignin sulfonate and 82 parts of diatomaceous earth were uniformly mixed and then pulverized with an air mill to obtain a wettable powder of the present invention.
実施例3 粒剤 微粉砕した化合物Aを0.1部、アマニ油を3部、ベント
ナイトを20部、タルクを74.9部およびポリビニルアルコ
ール2部を均一に混合し、この混合物に水18部を加え、
混練した。この混練物を押し出し造粒機により1mmスク
リーンで造粒した。これを50℃で2時間乾燥して本発明
の粒剤を得た。Example 3 Granules 0.1 part of finely pulverized compound A, 3 parts of linseed oil, 20 parts of bentonite, 74.9 parts of talc and 2 parts of polyvinyl alcohol were uniformly mixed, and 18 parts of water was added to this mixture.
Kneaded This kneaded product was granulated with a 1 mm screen by an extrusion granulator. This was dried at 50 ° C. for 2 hours to obtain the granule of the present invention.
実施例4 粉剤 微粉砕した化合物Bを0.1部、ハイゾールSAS−296(日
本石油株式会社の商品名でキシレンから合成される高沸
点の溶剤。290℃〜305℃の沸点範囲を有する。)を1
部、ホワイトカーボンを1部および炭酸カルシウム97.9
部を均一に混合し、粉砕して本発明の粉剤を得た。Example 4 Powder agent 0.1 part of finely pulverized compound B and 1 part of Hisol SAS-296 (a high boiling point solvent synthesized from xylene under the trade name of Nippon Oil Co., Ltd., having a boiling point range of 290 ° C. to 305 ° C.)
Part, 1 part white carbon and calcium carbonate 97.9
The parts were uniformly mixed and pulverized to obtain the powder of the present invention.
実施例5 水和剤 化合物Bを10部、オリーブ油を3部、アルキルアリルス
ルホネートを8部およびカオリンクレーを79部を均一に
混合して後、エアーミルで粉砕して本発明の水和剤を得
た。Example 5 Wettable Powder 10 parts of Compound B, 3 parts of olive oil, 8 parts of alkylallyl sulfonate and 79 parts of kaolin clay were uniformly mixed and then ground in an air mill to obtain a wettable powder of the present invention. It was
実施例6 粒剤 微粉砕した化合物Bを0.3部、シェルゾール(Shelsol)
−AB(米国シェル化学会社の商品名で芳香族炭化水素が
99.5%含有されている。290℃〜305℃の沸点範囲を有す
る。)を1部、ベントナイト10部、タルク86.7部および
ポリビニルアルコール2部を均一に混合した後、ハンマ
ーミルで粉砕した。その後、この混合物に水15部を加
え、混練した。この混練物を押し出し造粒機により0.9m
mスクリーンで造粒した。これを50℃で2時間乾燥して
本発明の粒剤を得た。Example 6 Granules 0.3 parts of finely ground compound B, Shelsol
-AB (Aromatic hydrocarbons
Contains 99.5%. It has a boiling point range of 290 ° C to 305 ° C. 1), bentonite 10 parts, talc 86.7 parts and polyvinyl alcohol 2 parts were uniformly mixed and then pulverized with a hammer mill. Then, 15 parts of water was added to this mixture and kneaded. This kneaded product is extruded and granulated by 0.9m
Granulated with m screen. This was dried at 50 ° C. for 2 hours to obtain the granule of the present invention.
比較例1 粒剤 前記の実施例3において、アマニ油を除いたほかは全く
実施例3と同様の処理を行って比較例1の粒剤を得た。Comparative Example 1 Granule The same procedure as in Example 3 was carried out except that the linseed oil was removed from Example 3 to obtain the granule of Comparative Example 1.
比較例2 粒剤 前記の実施例6において、シェルゾール(Shelsol)−A
Bを除いたほかは全く実施例6と同様の処理を行って比
較例2の粒剤を得た。Comparative Example 2 Granules In Example 6 above, Shelsol-A
The same treatment as in Example 6 was carried out except that B was removed to obtain a granule of Comparative Example 2.
次に上記の各製剤を用いて虐待試験を行い本発明の農薬
固型製剤の安定化の効果を調べた。Next, an abuse test was conducted using each of the above-mentioned preparations to examine the stabilizing effect of the solid agricultural chemical preparation of the present invention.
試験例1 虐待試験 実施例1〜6および比較例1〜2で得られた各固形製剤
を本試験のサンプルに供試した。Test Example 1 Abuse Test Each solid preparation obtained in Examples 1 to 6 and Comparative Examples 1 to 2 was used as a sample in this test.
内栓付きガラスサンプルビンに、サンプルを入れて、50
℃の恒温器内に設置し14日間保存し、虐待試験を行っ
た。試験前および試験後のサンプル中の除草活性成分の
含有量を測定して経時変化率(分解率)を算出した。結
果は第1表に示す。Put the sample in a glass sample bottle with an inner stopper, and
It was placed in a constant temperature oven at ℃, stored for 14 days, and subjected to an abuse test. The content of the herbicidal active ingredient in the sample before and after the test was measured to calculate the rate of change over time (decomposition rate). The results are shown in Table 1.
R:虐待試験前のサンプル中の活性成分の含有量 S:虐待試験後のサンプル中の活性成分の含有量活性成分
の含有量は、液体クロマトグラフィーによる内部標準法
により定量した。 R: Content of active ingredient in sample before abuse test S: Content of active ingredient in sample after abuse test The content of active ingredient was quantified by an internal standard method by liquid chromatography.
第1表中のハイゾールはハイゾールSAS−296で、シェル
ゾールはシェルゾール(Shelsol)−ABであり、活性成
分のAは化合物Aを、Bは化合物Bを意味する。 Hysol in Table 1 is Hysol SAS-296, Shelsol is Shelsol-AB, and A of the active ingredient means Compound A and B means Compound B.
第1表の結果より明らかな如く、大豆油、アマニ油、オ
リーブ油などの植物油またはハイゾールSAS−296、シェ
ルゾール(Shelsol)−ABなどの高沸点溶剤を添加した
本発明の農薬固型製剤の場合は、無添加の比較例の製剤
に比べて分解率が極めて抑制され安定化されている。As is clear from the results in Table 1, in the case of the solid pesticide formulation of the present invention to which vegetable oils such as soybean oil, linseed oil and olive oil or high boiling point solvents such as Hisol SAS-296 and Shelsol-AB have been added Shows that the decomposition rate is extremely suppressed and stabilized as compared with the formulation of the non-additive comparative example.
Claims (5)
もしくは高沸点溶剤より選ばれた物質と鉱物質担体とを
均一に混合してなる安定化させた農薬固型製剤。1. A stabilized pesticide solid formulation comprising a sulfonylurea herbicidally active ingredient, a substance selected from vegetable oil or a high boiling solvent and a mineral carrier, which are uniformly mixed.
油、大豆油もしくはコーン油より選ばれた物質である特
許請求の範囲第1項記載の農薬固型製剤。2. The solid agricultural chemical formulation according to claim 1, wherein the vegetable oil is a substance selected from olive oil, linseed oil, cottonseed oil, soybean oil or corn oil.
は2種以上の混合物であり、その沸点の範囲が150〜350
℃の物質である特許請求の範囲第1項記載の農薬固型製
剤。3. The high-boiling solvent is one kind or a mixture of two or more kinds of aromatic hydrocarbons, and its boiling point range is 150 to 350.
The solid agricultural chemical formulation according to claim 1, which is a substance having a temperature of ° C.
〔(4,6−ジメトキシピリミジン−2−イル)アミノカ
ルボニル〕−4−エトキシカルボニル−1−メチルピラ
ゾール−5−スルホンアミドである特許請求の範囲第1
項記載の農薬固型製剤。4. A sulfonylurea herbicidal active ingredient is N-
Claims 1. [(4,6-Dimethoxypyrimidin-2-yl) aminocarbonyl] -4-ethoxycarbonyl-1-methylpyrazole-5-sulfonamide
A solid pesticide formulation as described in the item.
ル−2−〔〔〔〔〔(4,6−ジメトキシピリミジン−2
−イル)アミノ〕カルボニル〕アミノ〕スルホニル〕メ
チル〕ベンゾエートである特許請求の範囲第1項記載の
農薬固型製剤。5. A sulfonylurea herbicidal active ingredient is methyl-2-[[[[[(4,6-dimethoxypyrimidine-2
-Ayl) amino] carbonyl] amino] sulfonyl] methyl] benzoate, The pesticide solid formulation according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61167307A JPH0774129B2 (en) | 1986-07-16 | 1986-07-16 | Stabilized pesticide solid formulation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61167307A JPH0774129B2 (en) | 1986-07-16 | 1986-07-16 | Stabilized pesticide solid formulation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6323806A JPS6323806A (en) | 1988-02-01 |
| JPH0774129B2 true JPH0774129B2 (en) | 1995-08-09 |
Family
ID=15847319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61167307A Expired - Lifetime JPH0774129B2 (en) | 1986-07-16 | 1986-07-16 | Stabilized pesticide solid formulation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0774129B2 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0320201A (en) * | 1989-06-16 | 1991-01-29 | Dow Chem Nippon Kk | Production of highly active agricultural chemical dust |
| ATE120076T1 (en) * | 1992-01-28 | 1995-04-15 | Ishihara Sangyo Kaisha | CHEMICALLY STABILIZED OIL-BASED HERBICIDE SUSPENSION. |
| JP4003236B2 (en) * | 1995-09-28 | 2007-11-07 | 住友化学株式会社 | Agrochemical-containing granular fertilizer composition and method for producing the same |
| TWI243019B (en) * | 2000-08-31 | 2005-11-11 | Basf Ag | Process for the preparation of a solid herbicidal formulation |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0660084B2 (en) * | 1985-12-27 | 1994-08-10 | クミアイ化学工業株式会社 | Herbicide composition |
-
1986
- 1986-07-16 JP JP61167307A patent/JPH0774129B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6323806A (en) | 1988-02-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CZ20014046A3 (en) | Preparation based on solvated pymetrozine | |
| RU2095981C1 (en) | Agriculture solid insecticide composition and a method of preparing the solid insecticide composition | |
| JPH0774129B2 (en) | Stabilized pesticide solid formulation | |
| JP4620923B2 (en) | Granular wettable powder and process for producing the same | |
| FR2706247A1 (en) | Method for stabilizing pesticidal compositions containing acephate, and pesticidal compositions obtained. | |
| JPH08104603A (en) | Stabilized solid agrochemical preparation | |
| KR102059979B1 (en) | Herbicidal composition | |
| JP3775838B2 (en) | Stabilized pesticide composition | |
| JPH10158111A (en) | Stabilized agrochemical solid preparation | |
| JPH0542403B2 (en) | ||
| EP0603418B1 (en) | Herbicide composition | |
| JPH0662372B2 (en) | Stable solid pesticide composition | |
| JPS61236705A (en) | Cationic herbicide | |
| KR100540357B1 (en) | Pesticide granules | |
| US3376190A (en) | Agent for the combatment of moulds | |
| JPS61130203A (en) | Stabilized insecticide | |
| WO2003049540A1 (en) | Water dispersible granules containing benzoylphenylurea pesticides | |
| US3641035A (en) | Pesticidal compounds and compositions containing them | |
| JPS604110A (en) | Herbicidal composition | |
| JPH06312902A (en) | Bensultap solid preparation | |
| JPH0840805A (en) | Granular pesticide composition | |
| JPH0564602B2 (en) | ||
| JP2651849B2 (en) | Pesticide composition | |
| JPS6094902A (en) | Herbicidal composition and use | |
| JPS6028907A (en) | Fungicide composition for agricultural and horticultural use |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |